Water → HCID 67170364, compound

HRID 552359Notes

Reaction equation

HRID 552359 reaction equation
[CH2:1]([N:8]1[C:12]2([CH2:17][CH2:16][N:15]([C:18]([C:20]3[CH:29]=[CH:28][C:27]4[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=4)[CH:21]=3)=[O:19])[CH2:14][CH2:13]2)[NH:11][C@@H:10]([CH2:30][C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[C:9]1=[O:37])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.C[Si]([Cl:43])(C)C.CCOCC>CC(CC)=O>[ClH:43].[CH2:1]([N:8]1[C:12]2([CH2:17][CH2:16][N:15]([C:18]([C:20]3[CH:29]=[CH:28][C:27]4[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=4)[CH:21]=3)=[O:19])[CH2:14][CH2:13]2)[NH:11][C@@H:10]([CH2:30][C:31]2[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=2)[C:9]1=[O:37])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 962WaterHCID 3283Diethyl EtherHCID 6397ChlorotrimethylsilaneHCID 67168605HCID 67168605, compound

Product 1

HCID 67170364HCID 67170364, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

1,3-(S)-dibenzyl-8-(naphthalin-2-carbonyl)-1,4,8-triazaspiro[4,5]decan-2-one (400 mg, 0.8 mmol) was dissolved in ethyl methyl ketone (3.2 mL), water (8 μL), TMSCl (114 μL), and ether (20 mL) were added and the mixture was stirred overnight. The solid matter was isolated by filtration, washed with ether, and dried in vacuo. The product 1,3-(S)-dibenzyl-8-(naphthalin-2-carbonyl)-1,4,8-triazaspiro[4,5]decan-2-one hydrochloride was obtained in a yield of 407 mg (95%).

Workup

  1. customThe solid matter was isolated by filtration
  2. washwashed with ether
  3. customdried in vacuo

Sources & evidence

ORD record
ord-5f32a6cf3c8c4887b65adb1bd5b37dbd
Source dataset
uspto-grants-2011_05
Patent number
US07951815B2

Reaction notes

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